Using the online timetable is an easy way to look at all the direct flights Chicago — Portland
103 flights in a week
Departure and arrival times are local (Chicago and Portland)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 07:30 | 10:58 | tue, wed, sun | OO5633 | SkyWest Airlines | 2h 28m | O'Hare International Airport — Portland International Jetport | Select dates |
| 07:30 | 11:02 | mon, thu, fri, sat, sun | UA5633 | United Airlines | 2h 32m | O'Hare International Airport — Portland International Jetport | Select dates |
| 08:00 | 11:32 | mon, tue, thu, fri, sat, sun | AA4741 | American Eagle | 2h 32m | O'Hare International Airport — Portland International Jetport | Select dates |
| 08:05 | 11:38 | daily | AA4741 | American Eagle | 2h 33m | O'Hare International Airport — Portland International Jetport | Select dates |
| 09:05 | 12:15 | sun | WN356 | Southwest Airlines | 2h 10m | Chicago Midway International Airport — Portland International Jetport | Select dates |
| 09:15 | 12:30 | sat | WN356 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Portland International Jetport | Select dates |
| 09:20 | 12:35 | mon, thu, fri | WN356 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Portland International Jetport | Select dates |
| 09:45 | 13:00 | tue, wed | WN356 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Portland International Jetport | Select dates |
| 10:58 | 14:24 | daily | UA763 | United Airlines | 2h 26m | O'Hare International Airport — Portland International Jetport | Select dates |
| 10:58 | 14:26 | mon, thu, fri, sat, sun | UA763 | United Airlines | 2h 28m | O'Hare International Airport — Portland International Jetport | Select dates |
| 11:05 | 14:38 | daily | UA5669 | United Airlines | 2h 33m | O'Hare International Airport — Portland International Jetport | Select dates |
| 11:31 | 15:02 | mon, wed, thu, fri, sat, sun | AA6437 | American Eagle | 2h 31m | O'Hare International Airport — Portland International Jetport | Select dates |
| 11:40 | 14:55 | tue, wed | WN682 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Portland International Jetport | Select dates |
| 11:40 | 15:11 | tue | AA6437 | American Eagle | 2h 31m | O'Hare International Airport — Portland International Jetport | Select dates |
| 11:59 | 15:21 | mon | UA3704 | United Airlines | 2h 22m | O'Hare International Airport — Portland International Jetport | Select dates |
| 12:50 | 16:05 | sat | WN682 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Portland International Jetport | Select dates |
| 13:50 | 17:05 | thu, fri | WN682 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Portland International Jetport | Select dates |
| 13:55 | 17:37 | mon, thu, fri, sun | UA3451 | United Airlines | 2h 42m | O'Hare International Airport — Portland International Jetport | Select dates |
| 13:55 | 17:42 | thu, fri, sat, sun | UA5849 | United Airlines | 2h 47m | O'Hare International Airport — Portland International Jetport | Select dates |
| 17:00 | 20:32 | sat | AA4479 | American Eagle | 2h 32m | O'Hare International Airport — Portland International Jetport | Select dates |
| 18:25 | 21:56 | daily | UA1974 | United Airlines | 2h 31m | O'Hare International Airport — Portland International Jetport | Select dates |
| 18:25 | 21:59 | thu, fri, sat, sun | UA1974 | United Airlines | 2h 34m | O'Hare International Airport — Portland International Jetport | Select dates |
| 18:30 | 22:01 | daily | UA1974 | United Airlines | 2h 31m | O'Hare International Airport — Portland International Jetport | Select dates |
| 18:45 | 22:28 | tue, wed | AA4504 | American Eagle | 2h 43m | O'Hare International Airport — Portland International Jetport | Select dates |
| 19:10 | 22:25 | sun | WN682 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Portland International Jetport | Select dates |
| 19:18 | 22:52 | daily | AA4403 | American Eagle | 2h 34m | O'Hare International Airport — Portland International Jetport | Select dates |
| 20:00 | 23:40 | thu | UA6939 | United Airlines | 2h 40m | O'Hare International Airport — Portland International Jetport | Select dates |
| 20:13 | 23:59 | mon, thu, fri, sat, sun | AA4504 | American Eagle | 2h 46m | O'Hare International Airport — Portland International Jetport | Select dates |